US5691376AExpiredUtility

Substituted biphenyl derivatives

90
Assignee: AMERICAN HOME PRODPriority: Feb 17, 1994Filed: Oct 17, 1996Granted: Nov 25, 1997
Est. expiryFeb 17, 2014(expired)· nominal 20-yr term from priority
Inventors:Thomas Joseph CaggianoJoseph Prol, Jr.
C07C 69/94C07C 65/26
90
PatentIndex Score
58
Cited by
32
References
8
Claims

Abstract

A compound of the following structure: ##STR1## wherein R 8 =H: R 1 =alkyl, cycloalkyl, arylalkyl, aryl; R 2 =cycloalkyl, aryl, C 3 -C 10 alkyl; X,Y=O, S(O) n , NH; Z=CO 2 R 3 , C(O)CO 2 R 3 , CH(OH)CO 2 R 3 , CHFCO 2 R 3 , CF 2 CO 2 R 3 , CONR 3 R 4 , CONR 3 OR 4 , CONR 3 NR 4 R 5 , 1-tetrazole, C(O)CONR 3 R 4 , CH(OH)CONR 3 R 4 , CF 2 CONR 3 R 4 R 3 , R 4 , R 5 =hydrogen, alkyl, aryl, aryalkyl, cycloalkyl, or fluoroalkyl; halo=Cl, Br, or I; fluoroalkyl=CF 3 , CHF 2 , CH 2 F, CH 2 CF 3 , C 2 F 5 ; cycloalkyl=C 3 -C 6 cycloalkyl; arylalkyl=C 1 -C 4 alkyl aryl; aryl=phenyl, furanyl, thienyl, or pyridyl; and n=0-2; or pharmaceutically acceptable salts thereof, useful in the treatment of asthma, and allergic and inflammatory diseases, as well as methods of treatment and pharmaceutical compositions utilizing the same.

Claims

exact text as granted — not AI-modified
What is claimed: 
     
       1. A compound of the following structure: ##STR10## wherein R 8  =H: R 1  =alkyl, cycloalkyl, arylalkyl, aryl; R 2  =cycloalkyl, aryl, C 3  -C 10  alkyl;   X,Y=O, S(O) n , NH;   Z=CO 2  R 3 , C(O)CO 2  R 3 , CH(OH)CO 2  R 3 , CHFCO 2  R 3 , CF 2  CO 2  R 3 , CONH 2 , CONHOR 4 , CONHNR 4  R 5 , 5(1H)-tetrazole, C(O)CONR 3  R 4 , CH(OH)CONR 3  R 4 , CF 2  CONR 3  R 4  ;   R 3 , R 4 , R 5  =hydrogen, alkyl, aryl, aryalkyl, cycloalkyl, or fluoroalkyl;   halo=Cl, Br, or I;   fluoroalkyl=CF 3 , CHF 2 , CH 2  F, CH 2  CF 3 , C 2  F 5  ;   cycloalkyl=C 3  -C 6  cycloalkyl;   arylalkyl=C 1  -C 4  alkyl aryl;   aryl=phenyl, furanyl, thienyl, or pyridyl; and n=0-2;   or a pharmaceutically acceptable salt thereof.     
     
     
       2. A compound of claim 1 which is 3'-Cyclopentyloxy-4'-methoxy-biphenyl-4-carboxylic acid amide or a pharmaceutically acceptable salt thereof. 
     
     
       3. A compound of claim 1 which is 3'-Cyclopentyloxy-4'-methoxy-biphenyl-4-carboxylic acid hydrazide or a pharmaceutically acceptable salt thereof. 
     
     
       4. A compound of claim 1 which is 3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid or a pharmaceutically acceptable salt thereof. 
     
     
       5. A compound of claim 1 which is 3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid methyl ester or a pharmaceutically acceptable salt thereof. 
     
     
       6. A compound of claim 1 which is 3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid amide or a pharmaceutically acceptable salt thereof. 
     
     
       7. A method of treating asthma or allergic or inflammatory diseases in a mammal in need thereof, the method comprising administering to said mammal an effective amount of a compound having the formula: ##STR11## wherein R 8  =H: R 1  =alkyl, cycloalkyl, arylalkyl, aryl; R 2  =cycloalkyl, aryl, C 3  -C 10  alkyl;   X,Y=O, S(O) n , NH;   Z=CO 2  R 3 , C(O)CO 2  R 3 , CH(OH)CO 2  R 3 , CHFCO 2  R 3 , CF 2  CO 2  R 3 , CONH 2 , CONHOR 4 , CONHNR 4  R 5 , 5(1H)-tetrazole,   C(O)CONR 3  R 4 , CH(OH)CONR 3  R 4 , CF 2  CONR 3  R 4  ;   R 3 , R 4 , R 5  =hydrogen, alkyl, aryl, aryalkyl, cycloalkyl, or fluoroalkyl;   halo=Cl, Br, or I;   fluoroalkyl=CF 3 , CHF 2 , CH 2  F, CH 2  CF 3 , C 2  F 5  ;   cycloalkyl=C 3  -C 6  cycloalkyl;   arylalkyl=C 1  -C 4  alkyl aryl;   aryl=phenyl, furanyl, thienyl, or pyridyl; and   n=0-2; or a pharmaceutically acceptable salt thereof.     
     
     
       8. A pharmaceutical composition for use in treating asthma and allergic and inflammatory diseases in a mammal in need thereof, the composition comprising an effective amount of a compound of the formula: ##STR12## wherein R 8  =H: R 1  =alkyl, cycloalkyl, arylalkyl, aryl; R 2  =cycloalkyl, aryl, C 3  -C 10  alkyl;   X,Y=O, S(O) n , NH;   Z=CO 2  R 3 , C(O)CO 2  R 3 , CH(OH)CO 2  R 3 , CHFCO 2  R 3 , CF 2  CO 2  R 3 , CONH 2 , CONHOR 4 , CONHNR 4  R 5 , 5(1H)-tetrazole,   C(O)CONR 3  R 4 , CH(OH)CONR 3  R 4 , CF 2  CONR 3  R 4  ;   R 3 , R 4 , R 5  =hydrogen, alkyl, aryl, aryalkyl, cycloalkyl, or fluoroalkyl;   halo=Cl, Br, or I;   fluoroalkyl=CF 3 , CHF 2 , CH 2  F, CH 2  CF 3 , C 2  F 5  ;   cycloalkyl=C 3  -C 6  cycloalkyl;   arylalkyl=C 1  -C 4  alkyl aryl;   aryl=phenyl, furanyl, thienyl, or pyridyl; and   n=0-2; or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

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